3-Bromo-1-propanol → cis-2,6-Dimethyl-1-piperidinepropanol
Reaction equation
[CH3:1][C@H:2]1[CH2:7][CH2:6][CH2:5][C@@H:4]([CH3:8])[NH:3]1.Br[CH2:10][CH2:11][CH2:12][OH:13]>C1(C)C(C)=CC=CC=1>[CH3:1][C@H:2]1[CH2:7][CH2:6][CH2:5][C@@H:4]([CH3:8])[N:3]1[CH2:10][CH2:11][CH2:12][OH:13]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A stirred solution of 460 g. of cis-2,6-dimethylpiperidine in 300 ml. of xylene is treated with 278 g. of 3-bromopropanol over a period of 15 minutes. The mixture is stirred and heated at reflux for 2 hours, then allowed to cool while stirring for 16 hours. The mixture is filtered and the filtrate evaporated at reduced pressure. The residue is distilled at reduced pressure to give cis-2,6-dimethyl-1-piperidinepropanol; b.p. 147°-149° C./25 mm.
Workup
- temperatureheated
- temperatureat reflux for 2 hours
- temperatureto cool
- stirringwhile stirring for 16 hours
- filtrationThe mixture is filtered
- customthe filtrate evaporated at reduced pressure
- distillationThe residue is distilled at reduced pressure
Sources & evidence
- ORD record
- ord-c4a51d1f1ffb49698711afb4b5e819b1
- Source dataset
- uspto-grants-1977_06
- Patent number
- US04031101
Reaction notes
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